Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL424278

O-CHLOROACETYLCARBAMOYLFUMAGILLOL
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CO[C@@H]1[C@H](OC(=O)NC(=O)CCl)CC[C@]2(CO2)[C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL424278
Name O-CHLOROACETYLCARBAMOYLFUMAGILLOL
Phase Phase II
Structure Type MOL
InChI Key MSHZHSPISPJWHW-PVDLLORBSA-N

Known Names

AGM-1470 NSC-642492 O-chloroacetylcarbamoylfumagillol Tnp-470
10
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications

Molecular Properties

401.9
MW (Da)
2.55
ALogP
6
HBA
1
HBD
89.7
PSA (Ų)
0.42
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C19H28ClNO6
MW 401.89
Aromatic Rings 0
Heavy Atoms 27
NP-Likeness 2.35

Indications

Pancreatic Neoplasms

Activity Summary

IC50 19 meas. best 10.43
Ki 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
AEC
CHEMBL613857
 IC50 10.43 10.43 0.0 1
ADMET
CHEMBL612558
 IC50 9.7 7.31 0.2 2
HUVEC
CHEMBL613979
 IC50 9.12 6.78 0.8 6
Methionine aminopeptidase 2
CHEMBL3922
 IC50 9.0 7.465 1.0 4
Methionine aminopeptidase 2
CHEMBL3922
 Ki 9.0 9.0 1.0 1
HepG2
CHEMBL395
 IC50 6.07 6.07 860.0 1
BGC-823
CHEMBL614526
 IC50 5.83 5.83 1480.0 1
HeLa
CHEMBL399
 IC50 5.7 5.7 2020.0 1
A-431
CHEMBL614069
 IC50 5.28 5.28 5300.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.26 5.26 5540.0 1
A549
CHEMBL392
 IC50 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
AEC IC50 = 0.037 nM 10.43 Antiproliferative activity against BAEC 16970390
ADMET IC50 = 0.2 nM 9.7 Growth inhibition of HUVEC cells by XTT assay 17636946
HUVEC IC50 = 0.76 nM 9.12 Antiproliferative activity against human HUVEC cells after 96 hrs by MTT assay 21296467
Methionine aminopeptidase 2 Ki = 1.0 nM 9.0 Inhibition of human recombinant MetAP2 17636946
Methionine aminopeptidase 2 IC50 = 1.0 nM 9.0 Inhibition of methionine aminopeptidase 2 19209899
Methionine aminopeptidase 2 IC50 = 1.0 nM 9.0 Inhibition of human MetAP2 16970390
HUVEC IC50 = 8.9 nM 8.05 Antiproliferative activity HUVEC after 20 hrs by MTT assay 20149494
HUVEC IC50 = 500.0 nM 6.3 Antiangiogenic activity against HUVEC assessed as inhibition of VEGF-induced cel... 19084416
HepG2 IC50 = 860.0 nM 6.07 Antiproliferative activity against human HepG2 cells after 24 hrs by MTT assay 21925884
HUVEC IC50 = 1000.0 nM 6.0 Antiangiogenic activity against HUVEC assessed as inhibition of capillary-like s... 19084416
Methionine aminopeptidase 2 IC50 = 1050.0 nM 5.98 Inhibition of MetAP2 after 4 hrs 21925884
Methionine aminopeptidase 2 IC50 = 1320.0 nM 5.88 Inhibition of MetAP2 (unknown origin) after 4 hrs 23582273
BGC-823 IC50 = 1480.0 nM 5.83 Antiproliferative activity against human BGC823 cells after 24 hrs by MTT assay 21925884
HUVEC IC50 = 1960.0 nM 5.71 Antiproliferative against HUVEC after 48 hrs by MTT assay 23582273
HeLa IC50 = 2020.0 nM 5.7 Antiproliferative activity against human HeLa cells after 24 hrs by MTT assay 21925884
HUVEC IC50 = 3160.0 nM 5.5 Antiangiogenic activity against HUVEC assessed as growth inhibition by NCI antia... 19084416
A-431 IC50 = 5300.0 nM 5.28 In vitro antiproliferative effect against A431 human epidermoid carcinoma cells -
NON-PROTEIN TARGET IC50 = 5540.0 nM 5.26 Antiproliferative activity against human SW1116 cells after 24 hrs by MTT assay 21925884
ADMET IC50 = 12000.0 nM 4.92 Compound was tested for antiproliferative effect against primary endothelial cel... -
A549 IC50 = 50000.0 nM 4.3 Antiproliferative activity human A549 cells after 20 hrs by MTT assay 20149494

Literature References

PubMed DOI Target Context # Activities
23634668 10.1021/jm400227z Unchecked 9
23634668 10.1021/jm400227z Methionine aminopeptidase 1 4
20014752 10.1021/tx900326k Hepatotoxicity 3
19084416 10.1016/j.bmc.2008.11.050 HUVEC 3
18678496 10.1016/j.bmc.2008.07.003 NON-PROTEIN TARGET 3
16970390 10.1021/jm060559v Mus musculus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
15978809 10.1016/j.bmcl.2005.05.065 NON-PROTEIN TARGET 2
15978809 10.1016/j.bmcl.2005.05.065 P388 1
16970390 10.1021/jm060559v Methionine aminopeptidase 2 1
17636946 10.1021/jm061182w Methionine aminopeptidase 2 1
32652407 10.1016/j.ejmech.2020.112502 Unchecked 1
- 10.1016/S0960-894X(96)00564-1 A-431 1
19209899 10.1021/np800817y Methionine aminopeptidase 2 1
19209899 10.1021/np800817y Methionine aminopeptidase 1 1
- 10.1016/S0960-894X(96)00564-1 Gallus gallus 1
19648008 10.1016/j.bmcl.2009.07.029 Plasmodium falciparum 1
19648008 10.1016/j.bmcl.2009.07.029 Trypanosoma brucei 1
10636239 10.1016/s0960-894x(99)00577-6 P388 1

Data from ChEMBL 36 via Core Engine